CATALYTIC ENANTIOSELECTIVE CYCLOPROPANATION WITH BIS(HALOMETHYL)ZINC REAGENTS .2. THE EFFECT OF PROMOTER STRUCTURE ON SELECTIVITY

被引：72

作者：

DENMARK, SE

CHRISTENSON, BL

OCONNOR, SP

机构：

[1] Roger Adams Laboratory, Department of Chemistry, University of Illinois, Urbana

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 13期

关键词：

CYCLOPROPANATION; ALLYLIC ALCOHOL; BIS(IODOMETHYL)ZINC; CHIRAL DIAMINES;

D O I：

10.1016/0040-4039(95)00259-F

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The catalytic, enantioselective cyclopropanation of cinnamyl alcohol has been accomplished with bis(iodomethyl)zinc in the presence of chiral bis(sulfonamides) derived from cyclohexanediamine. An extensive survey of diamine and sulfonamide structure has revealed a marked sensitivity to the spatial relationship of the amine groups, but only a modest dependence on the sulfonamide residue.

引用

页码：2219 / 2222

页数：4

共 5 条

[1] X-RAY CRYSTALLOGRAPHIC AND NMR-STUDIES ON THE ORIGINS OF HIGH ENANTIOSELECTIVITY IN DIELS-ALDER REACTIONS CATALYZED BY A CHIRAL DIAZAALUMINOLIDINE [J].